6-Bromoisoquinoline → Isoquinoline-6-carbonitrile

HRID 598820

反応式

HRID 598820 の反応式
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.[C:12]([Cu])#[N:13]>CN1C(=O)CCC1>[CH:8]1[C:9]2[C:4](=[CH:3][C:2]([C:12]#[N:13])=[CH:11][CH:10]=2)[CH:5]=[CH:6][N:7]=1

参加物

4

反応物 2

HCID 3136816-BromoisoquinolineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 23130705Isoquinoline-6-carbonitrile

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
170 °C

実験手順

6-Bromoisoquinoline (0.876 g, 4.18 mmol) purchased from Gateway Chemical Technology, Inc. was mixed with CuCN (1.12 g, 12.54 mmol) in 5 mL NMP in a microwave heating tube. The tube was heated under microwave to 150° C. for 1 hour and 170° C. for one hour. The reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3. After removing the solvent, the remaining residue was passed through a silica gel plug using 5% 2M ammonia in MeOH in DCM as the eluant. The crude product (100 mg) was used directly in the next step.

後処理

  1. temperatureheating tube
  2. customThe reaction mixture was partitioned between EtOAc and saturated aqueous NaHCO3
  3. customAfter removing the solvent

出典と根拠

ORDレコード
ord-08e90cabb20848959ae7c039aa310e8a
出典データセット
uspto-grants-2011_03
特許番号
US07897619B2

関連ノート

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